Carpino's protecting groups, beyond the Boc and the Fmoc
Sign Up to like & getrecommendations! Published in 2020 at "Peptide Science"
DOI: 10.1002/pep2.24164
Abstract: Peptide synthesis is often defined as “the suitable combination of protecting groups and coupling reagents.” This sentence can also be used to define the scientific career of Professor Louis A. Carpino, who revolutionized peptide synthesis… read more here.
Keywords: groups beyond; boc fmoc; beyond boc; carpino protecting ... See more keywords
Monitoring the Cellular Metabolism of a Membrane-Permeant Photo-Caged Phosphatidylinositol 3,4,5-Trisphosphate Derivative.
Sign Up to like & getrecommendations! Published in 2021 at "Chemistry and physics of lipids"
DOI: 10.1016/j.chemphyslip.2021.105124
Abstract: To deliver charged lipid derivatives to the cell interior, bioactivatable and photo-activatable protecting groups are frequently used. The intracellular metabolism of the protecting groups, as well as the lipid itself, are key factors that determine… read more here.
Keywords: metabolism; cellular metabolism; photo; protecting groups ... See more keywords
Substrate engineering: Effects of different N-protecting groups in the CAL-B-catalysed asymmetric O-acylation of 1-hydroxymethyl-tetrahydro-β-carbolines
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron"
DOI: 10.1016/j.tet.2018.04.012
Abstract: Abstract In the frame of substrate engineering, the steric effect of different N-protecting groups on the enantioselectivity and reaction rate of CAL-B-catalysed (S)-selective O-acylation of N-protected 1-hydroxymethyl-tetrahydro-β-carbolines was investigated. Excellent enantioselectivities (E > 200) were observed when… read more here.
Keywords: acylation; protecting groups; different protecting; substrate engineering ... See more keywords
Inexpensive and rapid hydrogenation catalyst from CuSO4/CoCl2 — Chemoselective reduction of alkenes and alkynes in the presence of benzyl protecting groups
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.02.026
Abstract: Abstract The simple reduction of a number of alkenes and alkynes was performed with a typical reaction time of 20 min using a copper-cobalt catalytic system. The reduction did not cleave benzyl protecting groups which are… read more here.
Keywords: reduction; hydrogenation; protecting groups; catalyst ... See more keywords
Application of Dimedone Enamines as Protecting Groups for Amines and Peptides.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c00586
Abstract: A simple protocol for the protection of amines was realized through a base-catalyzed one-pot reaction of dimedone, β-nitroalkene, and amine. Employing this strategy, a variety of amines/amino acids were protected in excellent yields. These acid/base… read more here.
Keywords: groups amines; application dimedone; dimedone enamines; protecting groups ... See more keywords
Disulfide-Based Protecting Groups for the Cysteine Side Chain.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c03705
Abstract: Two new disulfide-based protecting groups (SIT and MOT) are proposed for Cys thiol in the substitution of StBu, which is often difficult to remove. Both groups are based on a secondary thiol with a branched… read more here.
Keywords: disulfide based; groups cysteine; side chain; protecting groups ... See more keywords
Blue-Light Photocleavable Protecting Groups Based on Benzothiadiazole Scaffolds.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b04268
Abstract: An unexpected nucleophilic aromatic substitution lead to a novel benzothiadiazole scaffold that bore the functional group pattern associated with benzyl-type photocleavable protecting groups. The new molecules display efficient photochemical release of leaving groups with blue… read more here.
Keywords: blue light; based benzothiadiazole; protecting groups; light photocleavable ... See more keywords
Desyl and Phenacyl as Versatile, Photocatalytically Cleavable Protecting Groups: A Classic Approach in a Different (Visible) Light
Sign Up to like & getrecommendations! Published in 2017 at "ACS Catalysis"
DOI: 10.1021/acscatal.7b02117
Abstract: A highly efficient, catalytic strategy for the deprotection of classical phenacyl (Pac) as well as desyl (Dsy) protection groups has been developed using visible light photoredox catalysis. The deliberate use of a neutral two-phase acetonitrile/water… read more here.
Keywords: desyl phenacyl; carboxylic acids; visible light; protecting groups ... See more keywords
Strategy for Engineering High Photolysis Efficiency of Photocleavable Protecting Groups through Cation Stabilization
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c04262
Abstract: Photolabile protecting groups (PPGs) enable the precise activation of molecular function with light in many research areas, such as photopharmacology, where remote spatiotemporal control over the release of a molecule is needed. The design and… read more here.
Keywords: stabilization; photolysis efficiency; strategy; protecting groups ... See more keywords
Amplifying the reactivity of BODIPY photoremovable protecting groups.
Sign Up to like & getrecommendations! Published in 2021 at "Chemical communications"
DOI: 10.1039/d1cc04457e
Abstract: Conjugated polymer nanoparticles (CPNs or Pdots) are used to sensitize the photorelease reaction of a BODIPY photoremovable protecting group. Sensitization yields effective values of ελΦpr - the product of the extinction coefficient at the irradiation… read more here.
Keywords: amplifying reactivity; photoremovable protecting; bodipy photoremovable; protecting groups ... See more keywords
Tribochemical nanolithography: selective mechanochemical removal of photocleavable nitrophenyl protecting groups with 23 nm resolution at speeds of up to 1 mm s−1
Sign Up to like & getrecommendations! Published in 2023 at "Chemical Science"
DOI: 10.1039/d2sc06305k
Abstract: We describe the mechanochemical regulation of a reaction that would otherwise be considered to be photochemical, via a simple process that yields nm spatial resolution. An atomic force microscope (AFM) probe is used to remove… read more here.
Keywords: photocleavable nitrophenyl; resolution; nitrophenyl protecting; protecting groups ... See more keywords